Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | 2C14H22N2O.C6H10O8 |
| Molecular Weight | 678.8134 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 6 / 6 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H]([C@@H](O)[C@H](O)C(O)=O)[C@@H](O)C(O)=O.CN[C@@H](C)C\C=C\C1=CC(OC(C)C)=CN=C1.CN[C@@H](C)C\C=C\C2=CC(OC(C)C)=CN=C2
InChI
InChIKey=ZWBUMZBKAWZANO-ZPRQNAFRSA-N
InChI=1S/2C14H22N2O.C6H10O8/c2*1-11(2)17-14-8-13(9-16-10-14)7-5-6-12(3)15-4;7-1(3(9)5(11)12)2(8)4(10)6(13)14/h2*5,7-12,15H,6H2,1-4H3;1-4,7-10H,(H,11,12)(H,13,14)/b2*7-5+;/t2*12-;1-,2+,3+,4-/m00./s1
| Molecular Formula | C6H10O8 |
| Molecular Weight | 210.1388 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | C14H22N2O |
| Molecular Weight | 234.3373 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
ISPRONICLINE is a partial agonist at the a4b2 subtype of nicotinic acetylcholine receptors (nAChRs) without interaction with other nAChRs or other receptor systems. It has antidepressant, nootropic, and neuroprotective effects. It progressed to phase II clinical trials for the treatment of dementia and Alzheimer's disease but is no longer under development.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| TC-1734: an orally active neuronal nicotinic acetylcholine receptor modulator with antidepressant, neuroprotective and long-lasting cognitive effects. | 2004 Summer |
|
| Ispronicline: a novel alpha4beta2 nicotinic acetylcholine receptor-selective agonist with cognition-enhancing and neuroprotective properties. | 2006 |
|
| Pharmacokinetics and safety profile of ispronicline (TC-1734), a new brain nicotinic receptor partial agonist, in young healthy male volunteers. | 2006 Jul |
|
| Effect of ispronicline, a neuronal nicotinic acetylcholine receptor partial agonist, in subjects with age associated memory impairment (AAMI). | 2007 Mar |
|
| Effects of TC-1734 (AZD3480), a selective neuronal nicotinic receptor agonist, on cognitive performance and the EEG of young healthy male volunteers. | 2007 May |
|
| Pharmacological effects of nonselective and subtype-selective nicotinic acetylcholine receptor agonists in animal models of persistent pain. | 2010 Apr |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 02:17:11 GMT 2023
by
admin
on
Sat Dec 16 02:17:11 GMT 2023
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| Record UNII |
8D17A5988X
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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8D17A5988X
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252870-54-5
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m6556
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admin on Sat Dec 16 02:17:12 GMT 2023 , Edited by admin on Sat Dec 16 02:17:12 GMT 2023
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72941778
Created by
admin on Sat Dec 16 02:17:12 GMT 2023 , Edited by admin on Sat Dec 16 02:17:12 GMT 2023
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ACTIVE MOIETY |
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